Antispasmodic



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till? fr'J'IE LLSITlDRICH LEUCJES, Gil? ELIBEBZFELD, GERMANY, ASSIGNOR T0 WIMTHROP CHEMICAL GlDlllEPANY, DIG, 0F NEW Y'DRK, N. I.

AM'JJIBPAHMODIG.

Ho Brewing. implication filed December 18, 1925, Serial 1610. 76,3?2, and in Germany March at, 1925.

The present :in'vmtion relates to the manufacture and production of new urethanes oft allrylized benzylaicohols; hioh have proved to be valuable antispasn s which are free from any noxious and tome action and are free from any disagreeable taste.

The new urethanes are obtained by the known methods toprod'uce such compounds, e. g. by treating the alcohol with phosgeno and the resulting chloro-carbonate with emmonia or by treating the alcohol with carbamic chloride NH --CO--C1.

My new products are generally crystalline products soluble in alcohol and hot Water and only soluble with diificulty in ether.

In order to illustrate my invention I give the following exam le, the parts being by weight: 15 parts 0? paratoluylalcohol are dissolved in 15 arts of absolute ether and 10 parts of car amic chloride are added Whilst stirring. After 12 hours the product of the reaction is filtered oil and crystallized :frorn bo' lo Water. The arwnieth lbenzyl-urethane leaving most probably e formula:

The ortho-methylbenzyl-urethane melts at 86-87". The urethane of the phenyl-ethyl-carbinol having most probably the formula:

which crystallizes from water in needles melting at 122-123 C. soluble in alcohol and M hot water, soluble with difliculty in ether and cold water, and being a valuable antispasmodic.

In testimony whereof I have hereunto set my hand.

FRIEDRICH LEUCH$. 

